Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Thickener or gellant for oil materials, gel composition comprising same, and method of producing cosmetic material or topical agent

a technology of oil materials and thickeners, which is applied in the direction of antibacterial agents, hair cosmetics, peptide/protein ingredients, etc., can solve the problems of poor effect exercised by organic thickeners or gellants, substantial oily feel, and heavy spreadability and tactile feel

Inactive Publication Date: 2013-12-03
DOW TORAY CO LTD
View PDF58 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0090]With respect to the problems described in “Problems to Be Solved by the Invention”, the first problem for an oil thickener, which relates to the freedom provided to control the form of the oil material, the second problem, which relates to the dispersion and immobilization of a powder or colorant, the third problem, which relates to a gel composition, and the fourth problem, which relates to methods of producing a cosmetic material and a topical agent, all are suitably solved by the present invention.

Problems solved by technology

When one examines the background art from the standpoint of oil thickening or gelation, the oil-based systems used as cosmetic materials are found to frequently contain a silicone oil, and a problem in such cases has been the poor effects exercised by organic thickeners or gellants.
The art of solidifying an oil using an alkyl-modified silicone wax has long been known, but the problems generally associated with this have been, inter alia, a substantial oily feel, a heavy spreadability and tactile feel, a somewhat reduced freedom to control the form and viscosity of the cosmetic material, and a propensity for solidification to occur regardless of the quantity of addition.
Art has also been developed with regard to gel-form silicone compositions, in which a silicone oil is gelled by using a polyether-modified silicone and water (Patent Document 7); however, a problem with this art has been its inadequate thickening•gelling effect when the oil system contains an organic oil.
Another problem with respect to the tactile feel has been a slimy and uncomfortable sensation.
While these gellants are excellent in terms of tactile feel, solidification is prone to occur regardless of the quantity of addition, which makes it difficult to freely control the form and viscosity of the cosmetic material.
Moreover, due to an excessive solidification and hardening, once the gel surface has been scratched or damaged, recovery to a smooth surface cannot occur and the damage remains intact, which has the disadvantage of an impaired appearance.
The (poly)glycerol-modified silicones used in this art in all instances have a low molecular weight and, due to their poor oil thickening•gelation capacity, have had to be used in combination with a separate material that can effectively thicken•gel an oil and have also had an unsatisfactory effect with regard to controlling a cosmetic material to a required viscosity and state.
In addition, in some cases the organomodified-clay mineral or silicic anhydride undergoes aggregation due to the influence of the oil species or water fraction and the proposed cosmetic materials have thus had stability problems.
The fructooligosaccharide fatty acid esters have an unsatisfactory capacity to thicken•gel silicone oils other than cyclic siloxanes and thus have provided little flexibility with regard to cosmetic material formulation.
As a consequence, its properties are completely different from those of the hydrophilic silicones heretofore in general use, such as polyether-modified silicones, and a corresponding art has thus been required for its stable incorporation into such fragile and nuanced formulations as cosmetic products and its field of use has therefore been limited.
In addition, while this compound has a good compatibility with oils that are solely a silicone system, with mixed oil systems with an organic oil, phase separation has been prone to occur and this compound has thus been unable to manifest satisfactory effects.
The essential cause of these problems is intimately related to problems with the technology for producing the existing polyhydric alcohol-modified silicones.
Thus, there is little freedom in the structural design of silicones modified by a polyhydric alcohol such as (poly)glycerol and production in stable qualities has been problematic.
These polyhydric alcohol-modified silicones are typically produced by the addition to an organohydrogensiloxane of a polyhydric alcohol derivative that bears a reactive unsaturated group, but the residual polyhydric alcohol derivative is frequently poorly compatible with the copolymer reaction product.
Separation into two phases then occurs a short time after production, which has been a major impediment to commercialization.
Moreover, due to the inherently poor compatibility between these polyhydric alcohol derivatives and organohydrogensiloxanes, the addition reaction frequently does not go to completion, even when a solvent is used, when the design molecular weight of the copolymer exceeds approximately 5000, thus making production of the target material highly problematic.
Even when a hydroxyl-protected compound is employed as the polyhydric alcohol derivative, this necessitates deprotection after the completion of the reaction and as a consequence cannot avoid the previously noted problem of separation into two phases.
In addition, severe conditions are required for the acid treatment for deprotection in this method, which causes cleavage of the silicone main chain; the desired product cannot then be obtained in good reproducibilities due to, e.g., the reduction in molecular weight (Patent Document 19).
However, the siloxane main chain undergoes cleavage during graft polymerization in this method, which promotes the production of two or more components having different properties as the copolymer; this has frequently caused problems with regard to quality and the purification process.
For these reasons, the conventional polyhydric alcohol-modified silicones include few practical species, and, given the constraints on the production technology, most applied investigations have involved low molecular weight polyhydric alcohol-modified silicones.
In particular, there have been no reports of the application to cosmetic materials of a high molecular weight silicone in which the side chain and / or terminal position—as opposed to the polysiloxane main chain—has been modified by a polyglycerol derivative.
However, particulate aggregation and sedimentation readily occurs with this art, and it has not been possible to provide the user with a fully satisfactory experience upon application to the skin due, for example, to uneven coating, an inadequate covering power, an unnatural color, and so forth.
Moreover, since the polyhydric alcohol-modified silicones in use have a low molecular weight and exercise a poor oil thickening capacity, the effect with regard to cosmetic durability has also been unsatisfactory.
However, they are also difficult to uniformly disperse in a formulation, and another problem has been a conspicuous powdery sensation at increased levels of incorporation.
While also involving the oil thickening or gelation technology, cosmetic materials that assume a completely solidified state or that take the form of a low-viscosity liquid are frequently problematic with regard to ease of use, which may cause some limitations on their application.
However, the polyether-modified silicone used by Patent Document 7 as a thickener•gellant requires water for gelation and the potential formulations are therefore limited.
In addition, stickiness and a slimy and uncomfortable sensation are concerns depending on the particular quantity of incorporation.
Another problem has been the poor thickening•gelling effect when an organic oil is present in the oil system.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Thickener or gellant for oil materials, gel composition comprising same, and method of producing cosmetic material or topical agent
  • Thickener or gellant for oil materials, gel composition comprising same, and method of producing cosmetic material or topical agent
  • Thickener or gellant for oil materials, gel composition comprising same, and method of producing cosmetic material or topical agent

Examples

Experimental program
Comparison scheme
Effect test

production example 1

for Use in the Examples

Synthesis of Hydrophilic Organopolysiloxane No. 1

[0260]99.4 g of a methylhydrogenpolysiloxane with the average compositional formula MD400DH10M, 43.1 g of a vinyl-monoterminated dimethylpolysiloxane with the structural formula CH2═CHSiMe2(OSiMe2)25OSiMe3, 7.5 g of polyglycerol monoallyl ether, 150 g of isopropyl alcohol (IPA), and 0.20 g of a 2.3 weight % methanolic solution of sodium acetate were introduced into a reactor and were heated to 75° C. while stirring under a nitrogen current. 0.10 g of a 5 weight % IPA solution of chloroplatinic acid was added and a reaction was run for 7 hours at 80° C. 2 g of the reaction solution was then recovered and the completion of the reaction was confirmed through gas production method with alkali decomposition.

[0261]This reaction solution was diluted by the addition thereto of 150.0 g of dimethylpolysiloxane (2 cSt, 25° C.) with mixing. This was then heated under reduced pressure to distill out the low-boiling component...

production example 2

for Use in the Examples

Synthesis of Hydrophilic Organopolysiloxane No. 2

[0264]85.3 g of a methylhydrogenpolysiloxane with the average compositional formula MD400DH10M, 22.2 g of a vinyl-monoterminated dimethylpolysiloxane with the structural formula CH2═CHSiMe2 (OSiMe2)25OSiMe3, 6.5 g of polyglycerol monoallyl ether, 115 g of IPA, and 0.16 g of a 2.3 weight % methanolic solution of sodium acetate were introduced into a reactor and were heated to 75° C. while stirring under a nitrogen current. 0.06 g of a 5 weight % IPA solution of chloroplatinic acid was added and a reaction was run for 2 hours at 80° C. 2 g of the reaction solution was then recovered and it was confirmed by gas production method with alkali decomposition that the conversion had reached 85%. 1.0 g 1-decene and 0.06 g of a 5 weight % IPA solution of chloroplatinic acid were added and the reaction was continued for 2 hours at 80° C. When the reaction solution was then sampled again and rechecked, the reaction was foun...

example 1

Viscosification Effects of Hydrophilic Organopolysiloxane No. 1

[0310]

TABLE 210 wt %20 wt %30 wt %concentrationconcentrationconcentrationoil systemcompatibilitystatecompatibilitystatecompatibilitystate 2 cSt+viscous+gum+gum20 cSt+starch+gum+rubberysyrupSH 556+viscous+gum+gumSS-3408+viscous+gum+gum2 cSt / CEH+viscous+starch+gum(50 / 50)syrup2 cSt / IOTG+viscous+starch+gum(50 / 50)syrup2 cSt / IP+viscous+gum+gum(50 / 50)2 cSt / K-230x—+gum+rubbery(50 / 50)

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
mass %aaaaaaaaaa
mass %aaaaaaaaaa
mass %aaaaaaaaaa
Login to View More

Abstract

This inventive thickener or gellant for oil materials is characterized by comprising (A) an high molecular weight organopolysiloxane that has a polyglycerol structure-containing hydrophilic group Q and that is represented by the following structural formula (1): R3-q(R11)qSi—O—(SiR112—O)n1—(SiR11Q-O)n2—(SiR11L-O)n3—Si(R)11)qR3-q wherein R11 is a monovalent hydrocarbyl group or a hydrogen atom; L is a chain organosiloxane group, n1, n2, and n3 are numbers in the ranges 200≦n1≦1000, 0≦n2≦20, and 0≦n3≦50; R is a group selected from L and Q; q is an integer in the range from 0 to 3; wherein when n2=0, q is an integer in the range from 1 to 3 and at least one R is Q. The thickener or gellant exhibits an excellent compatibility with a variety of oil systems.

Description

RELATED APPLICATIONS[0001]This application claims priority to and all the advantages of International Patent Application No. PCT / JP2010 / 073668, filed on Dec. 21, 2010, which claims priority to Japanese Patent Application No. JP2009-289867, filed on Dec. 21, 2009.TECHNICAL FIELD[0002]The present invention relates to a thickener or gellant for oil materials, wherein the thickener or gellant contains a high molecular weight organopolysiloxane that has a polyglycerol structure-containing hydrophilic group and a degree of polymerization for its organopolysiloxane chain of more than 200, to a gel composition, and to a gel-form cosmetic material and topical gel that comprise this gel composition. The present invention more particularly relates to a thickener or gellant for a oil material, wherein the thickener or gellant contains a high molecular weight hydrophilic organopolysiloxane that has a tetraglycerol structure-containing hydrophilic group and a degree of polymerization for its orga...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(United States)
IPC IPC(8): A61P31/04A61K38/43A61Q19/08A61P17/02A61K47/34A61Q1/02A61K8/89
CPCA61K8/894A61Q19/00C08G77/14C08G77/50A61K2800/10A61K2800/48A61Q1/02A61Q1/06A61Q1/10A61Q1/12A61Q5/06A61Q5/12A61P17/02A61P29/00A61P31/02A61P31/04A61K8/89C08L83/04
Inventor TAMURA, SEIKIIIMURA, TOMOHIROSOUDA, TATSUOHAYASHI, AKITOFURUKAWA, HARUHIKO
Owner DOW TORAY CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Eureka Blog
Learn More
PatSnap group products